US9253997, 93

ID: ALA3922323

PubChem CID: 71179021

Max Phase: Preclinical

Molecular Formula: C12H15N3O5

Molecular Weight: 281.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)O)cc1NC(=O)NC[C@H](N)C(=O)O

Standard InChI:  InChI=1S/C12H15N3O5/c1-6-2-3-7(10(16)17)4-9(6)15-12(20)14-5-8(13)11(18)19/h2-4,8H,5,13H2,1H3,(H,16,17)(H,18,19)(H2,14,15,20)/t8-/m0/s1

Standard InChI Key:  WOLXDEGFNVIHKU-QMMMGPOBSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  1  0  0  0  0  0999 V2000
    2.3383   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3421   -3.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070   -5.2502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078   -5.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6109   -7.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5727   -8.1014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9117   -8.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9142   -9.4482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9499   -7.6464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6387    0.8962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024    2.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  2  0
 15 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3922323

   3-[[(2S)-2-amino-2-carboxyethyl]carbamoylamino]-4-methylbenzoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 281.27

Molecular Weight (Monoisotopic): 281.1012

AlogP: 0.23

#Rotatable Bonds: 5

Polar Surface Area: 141.75

Molecular Species: ZWITTERION

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.71

CX Basic pKa: 8.50

CX LogP: -2.14

CX LogD: -5.21

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.52

Np Likeness Score: -0.95

References

1.  (2016)  Alkylamine derivative, 

Source

Source(1):

• BindingDB Database